Top Remote Senior Level Sales Leadership Jobs in Boston, MA

Lead revenue strategy and execution for mid and large law segments. Own segment targets, forecasting, talent development, territory planning, pipeline governance, and cross-functional partnerships to drive scalable growth and market expansion.

Lead and grow a team of 6-8 Product Specialist AEs to drive new product adoption and quarterly targets. Hire, onboard, coach, and enable reps; coordinate with Mainline AEs, Sales Engineers, and cross-functional pods (product, marketing, strategy) to optimize GTM, manage pipeline, create account plans, and execute high-value enterprise deals. Embed company culture and scale Specialist support globally.

Lead and scale Strategic and Enterprise sales for large accounts: own GTM, pipeline, bookings, and deal execution; coach and recruit AEs/managers; enforce MEDDPICC and Mutual Action Plan rigor; partner with RevOps, CS, Marketing, and Product; represent segment to CRO and execs.

Lead and operate as a player-coach for a global Field CTO team, engaging on strategic accounts, shaping the operating model, coaching senior technical leaders, delivering thought leadership, and converting field insights into product, sales, and marketing inputs to drive DevSecOps and AI-enabled software development adoption.

Lead and develop a national B2B sales organization: manage quota-carrying AEs, coach through complex deals, drive pipeline/forecasting discipline, enablement, cross-functional alignment, participate in customer meetings and negotiations, and scale sales processes and playbooks.

Lead a territory-based Account Executive team to achieve sales targets through vertical solution selling. Develop territory plans, coach AEs on sales framework, manage pipeline and forecasts, support complex enterprise deals, collaborate with marketing, product, and customer success, and communicate market feedback to leadership to drive account expansion.

Lead and coach a remote team of 6-10 quota-carrying Enterprise/Mid-Market SaaS sales reps to exceed revenue targets. Own forecasting, performance management, sales process adoption (MEDDPICC), cross-functional alignment, customer engagement, event representation, change management, and adoption of AI to scale team impact.

Lead and manage Regional Senior Sales Directors across the East to drive strategic sales, set goals and quotas, build forecasts and budgets, develop personnel, communicate corporate strategy, and ensure attainment of multimillion-dollar revenue targets while collaborating with cross-functional teams.

Lead and develop a team of eight Account Executives for the Commercial (Mid-Market) segment. Drive quota attainment, coaching, forecasting, pipeline accuracy in Salesforce, hiring and onboarding, cross-functional GTM execution, and streamline sales processes while occasionally acting as a player-coach in customer negotiations.

The Senior Director will lead Affirm's retail sales organization, ensuring strategic partnerships, managing teams, and driving revenue through key merchant relationships.